12-Day Italy Self-Drive Road Trip With Itinerary from Milan traveling east to Como, Verona, Venice, Florence, San Gimignano, and Rome

On day 2 of your road trip, you will have an entire day to discover what to see in Milan. You’ll stay in Milan for 1 night.

One of the most iconic spots you can visit today is Navigli. Allow yourself some time to explore this neighborhood and discover its unique quirks. You'll also find many of the best sightseeing spots nearby.

Arch Of Peace is must-visit monument and a great option for a daytime tour of the area. Continue your journey to Parco Sempione, a top-rated park, located just a leisurely stroll away. Next, head to Sforzesco Castle Art Library, a breathtaking castle, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Milan. When you're ready, let your sightseeing route take you to the notable Pinacoteca Di Brera. If you’re looking for more, Palazzo Della Ragione is also an increasingly popular attraction that is worthwhile a visit.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

As dinnertime approaches, it's time to head out for a bite to eat. If you are looking to dine at a popular restaurant in Milan, it's often a good idea to reserve a table in advance.

Enjoy a delicious meal at Dessert Bar Milano, a highly-rated dining destination in Milan. If you're eager to try something different, consider Radisson Blu Hotel Milan, another top spot with a tantalizing menu. You might also want to secure a reservation at Ristorante Qui Si Mangia. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Milan this evening.

Explore the vibrant nightlife at Kilburn Cocktail Bar Milano after your meal, a hub for lively evenings and memorable moments. Or, head to Bar Frida for a great selection of flavorful drinks and a charming setting. Furthermore, The Friends Pub Milano is perfect for those looking to extend their night with a touch of local flavor.

Get a good night's sleep and look forward to another great day on the road in Italy!

Experience an unparalleled adventure on day 3 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 4 places, which are Ossuccio, Lenno, Rogaro, and Colonno. At the end of the day, you will retreat to the hotel of your choice in Como, where will spend 1 night.

Experience Sacro Monte Della Beata Vergine Del Soccorso - Ossuccio (co), an often recommended church in the village.

There are many interesting places to see in Milan, and when you are ready for more, go to Botanical Garden Of Villa Carlotta. This is one of the village’s most beloved standout spots of interest. After exploring the botanical garden, visit the locally appreciated Greenway Del Lago Di Como.

When you’re done exploring for the day, you’ll drive to your hotel in Como. Check in and relax before you head out to tour the city.

Como is a place where the culinary landscape is as diverse as its attractions. So before the day ends, treat your palate to a taste of local cuisine at one of the best restaurants in Como.

Savor the flavors at La Vita è Bella Ristorante - Insalateria, a top pick for dinner tonight.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Fresco Cocktail Shop, known for its inviting atmosphere. Bar Il Cortiletto is another great option if you’re looking for a place to get the night started. Similarly, Bar Pinocchio provides a great setting to enjoy the night away.

Say good night to Como and look forward to another great day of your road trip in Italy!

Your itinerary for day 4 of your road trip in Italy includes 1 stop and features some of the highlights of Verona. At the end of the day, enjoy the comforts of a top-rated hotel in Verona, where you'll spend 1 night.

Castelvecchio Museum brings Como's character to life. This standout museum is a highlight of any visit in the city. Then, enjoy Porta Borsari, another symbolic attraction that never fails to captivate visitors. Next, head over to Piazza Delle Erbe, one of the city’s most locally renowned attractions, known for its visually striking features.

If you’re looking for more, spend time soaking in the atmosphere of Verona Arena. This romantic stadium is frequented by locals and tourists alike. To complete your memorable day, make sure to take a stroll around the area.

After soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in Verona. Verona offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Verona. Enjoy a relaxing evening as you savor delicious local cuisine.

Treat yourself to a wonderful meal at La Griglia, a top-rated dining spot in Verona. If you're in the mood for something new, try Vecio Macello, another premier location with a delectable menu. You might also want to book a table at Via Fama Cafè | Verona. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Verona.

Extend your evening after a delightful meal by visiting Archivio, which offers the perfect atmosphere for a night out. Moreover, La Segreteria Café is another popular option for a drink or two. Likewise, Grande Giove Cocktail Bar also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Savor another day of unforgettable experiences in Italy!

On day 5 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, including Venice. When you’re not sightseeing, take time to relax at your chosen hotel in Venice, where you’ll be staying for 2 nights.

Look forward to a unique sightseeing adventure at the interesting Bridge Of Sighs and allow yourself time to explore. Just a short distance away you'll find your next stop, Doge's Palace, a majestic palace that draws visitors from far and near.

Continue your journey to St Mark's Basilica, one of the city’s most locally renowned spots that you shouldn’t miss. Another great site to visit is the world-famous Piazza San Marco. When you're finished at the public square, Rialto Bridge awaits your visit. This historical landmark is a romantic highlight on today's itinerary. Last up is a street - the worthwhile Grand Canal.

At the end of the day, you will drive to Venice, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

Indulge in a memorable dining experience at one of Venice's most popular restaurants, and connect with friendly locals for a true cultural experience.

Dine in style at Bauer Hotel, a top recommendation for dinner tonight. Or, for a change of pace, L'Osteria Le Guglie boasts a menu that's sure to impress. Also, be sure to check out Corner Pub. Known as a local hotspot, it’s a great choice for tonight in Venice.

Continue your lively evening at Al Parlamento, a perfect place for winding down or revving up the night, depending on which mood you’re in. The Caffe Rosso is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Adagio ensures a night out tailored to your taste.

Raise your glass and celebrate another amazing day of your road trip in Italy!

Day 6 of your road trip will take you to the best attractions Venice has to offer. Cherish the 1 night you have left in the city and use the provided itinerary to discover what to see in Venice.

Start your day at Punta Della Dogana - Pinault Collection. Then, wander over to Santa Maria Della Salute. If culturally significant sites excite you, this church will be right up your alley. Nearby, you’ll also find Peggy Guggenheim Collection. This visually striking art gallery is a favorite among visitors.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

Indulge in a memorable dining experience at one of Venice's most popular restaurants, and connect with friendly locals for a true cultural experience.

Have a fantastic dining experience at Generator Venice, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Nevodi offers an enticing alternative with its varied menu. Additionally, Ristorante La Piazza is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Venice.

Cap off your dinner by heading to Il Mercante, ideal for a leisurely evening with a drink in hand. The Irish Pub Venezia is another bar that offers an enjoyable setting. Similarly, Ai Stagneri is also a popular place to go on a night out, perfect for relaxing and socializing.

Relax and look forward to more memorable moments to come!

On day 7 of your road trip in Italy, your travel plans include 1 stop at the most scenic, wondrous, and interesting places in the region. Florence are on today's agenda. In the evening, you’ll end up in Florence, where you will stay for 2 nights.

Whatever your travel style is, Piazza Della Repubblica is an essential stop in Venice. This captivating public square provides an insightful glimpse into the city's identity. Next, discover Cathedral Of Santa Maria Del Fiore, an enchanting church, promising a delightful encounter.

Continue your sightseeing with a visit to Basilica Of Santa Croce In Florence, a well-known church. When you’re done, don’t forget to make a stop at the impressive Uffizi Gallery. Not far away from the art gallery, you will find the visually striking Piazza Della Signoria, perfect for a quick visit. Round off your day at Ponte Vecchio, another gem in Venice with visually striking features to discover.

When you’re done exploring for the day, you’ll drive to your hotel in Florence. Check in and relax before you head out to tour the city.

As dinnertime approaches, it's time to head out for a bite to eat. If you are looking to dine at a popular restaurant in Florence, it's often a good idea to reserve a table in advance.

Enjoy a lovely meal at Ristorante Oliviero 1962, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Di Poneta Novoli is another top choice with a popular menu. You could also check for a table at Caffe San Firenze. As an establishment that consistently gains high praises from customers, it’s an ideal choice in Florence tonight.

Round off your dining experience by visiting Manifattura, a prime location for a drink. Alternatively, explore the distinctive characteristics of Se·sto On Arno Rooftop Bar, a bar catering to every mood and preference. Il Vinile likewise offers a unique atmosphere, perfect for a memorable night out.

Celebrate another amazing day of your road trip adventure in Italy!

On day 8 of your road trip, you’ll start and end your day in Florence, where you have 1 night left to stay.

Visiting Leaning Tower Of Pisa is always a good idea. This timeless monument is a place that is appreciated by travelers and locals alike.

Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Pisa Cathedral. This up-and-coming church offers an enriching experience. For a change of pace, head to Campo Santo, where you can take in detailed features. Conclude your self-guided sightseeing tour with a visit to Piazza Del Duomo, Pisa. These sights offer a fulfilling end to a perfect day.

When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Florence.

After a day of adventure, treat yourself to an exquisite dinner at one of Florence's best restaurants.

Enjoy a delicious meal at Ditta Artigianale, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Trattoria Da Burde, another top spot with a mouthwatering menu. You might also want to secure a reservation at Casa Toscana. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

If you’re not ready to end the night just yet, Bar 50 Rosso offers a perfect venue to relax and savor a drink. Similarly, Bitter Bar is well-suited for those looking to unwind in a social setting. Archea Brewery is another excellent spot to enjoy a nightcap after a delightful meal.

Raise your glass to another unforgettable day in Italy!

Dive into day 9 of your remarkable road trip in Italy. Today you'll explore 2 destinations, including Siena and San Gimignano. At the end of the day, you’ll unwind at one of the finest accommodations in San Gimignano, where you'll spend 1 night.

To truly experience Florence, make sure to drop by Fortezza Medicea (siena). This intriguing monument is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Piazza Del Campo, one of the city’s best highlights.

Next, check out Pubblico Palace, one of the most underrated places to see in Florence. This palace is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Siena Cathedral. Wander around and soak in the history-steeped atmosphere this church offers. Then, head to Parco Della Rocca, a top-rated park that adds another dimension to your day. Finally, visit the beloved Rocca Di Montestaffoli, the last of our attraction recommendations for today.

After soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in San Gimignano. San Gimignano offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in San Gimignano. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Relax and recharge in preparation for another adventurous day in Italy!

Experience an unparalleled adventure on day 10 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 place, which are Rome. At the end of the day, you will retreat to the hotel of your choice in Rome, where will spend 1 night.

Your adventure in San Gimignano is only getting started when you visit Castel Sant'angelo, a spectacular local hot spot. Another notable attraction to explore is Piazza Navona. This world-famous public square is known for its culturally significant appeal.

After soaking in the highlights of these sights, take some time to wander San Gimignano's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Pantheon. This heritage-rich monument offers a fascinating experience that many visitors find memorable. Trevi Fountain is also worth visiting, along with Piazza Di Spagna. These standout landmarks offer unique experiences that add to the day’s enjoyment. End your day at Basilica Di Santa Maria Maggiore. This well-known church provides a fitting finale to your sightseeing.

At the end of the day, you will drive to Rome, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

After a day of adventure, treat yourself to an exquisite dinner at one of Rome's best restaurants.

Have a fantastic dining experience at La Bottega Roma, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Pasta In Corso offers an enticing alternative with its varied menu. Additionally, Trattoria Vecchia Roma is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Rome.

Keep the excitement of the evening going by visiting a bar or two. La Botticella Of Poggi Giovanni is an excellent place to start. You could also check out Almalu Trastevere, offering a different kind of charm. A last recommendation for the day is Bar Viminale Di Pepi Maurilio. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Relax and look forward to more memorable moments to come!